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39 Apartments or condos in Wellesley, MA
Wellesley, MA
07/20 – 10/27
$254/nighttotal: $25146 (99 )
Tranquil 2-bedroom 2 Bath Condo In Charming Boston
2 1
apartment , Boston
This recently renovated (2024) two-bedroom, two-bathroom condo is located in Boston's Brighton neighborhood, near Fenway Park and offering easy access to Tufts University, Boston Common, Revere Beach, and Encore Boston Harbor. The 2-bedroom, 2-bathroom unit sleeps four guests and features a spacious primary suite with a walk-in closet, a family/recreation room, a modern kitchen with microwave and dishwasher, in-unit laundry, and air conditioning.
Wellesley, MA
07/20 – 10/27
$240/nighttotal: $23760 (99 )
97 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 1
apartment , Boston
This furnished two-bedroom flat is located in St. Elizabeth's, Boston, providing easy access to the city's attractions. This 1040 square foot residence accommodates up to four guests and includes a fully equipped kitchen, in-apartment laundry, and premium entertainment options, with building amenities such as an on-site dryer, elevator, and washing machine.
Wellesley, MA
07/20 – 10/27
$189/nighttotal: $18711 (99 )
Charming 3-bedroom House With Wifi And Ac In Fantastic Boston
3 1
apartment , Boston
This Boston vacation rental is situated in Brighton, offering easy access to Boston Harbor, Encore Boston Harbor, and convenient travel to Harvard Square and Faneuil Hall Marketplace. The three-bedroom, one-bathroom house comfortably sleeps six guests and includes WiFi, air conditioning, and a washer, providing a convenient base for exploring Boston's attractions.
Wellesley, MA
07/20 – 10/27
$276/nighttotal: $27324 (99 )
112 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 1
apartment , Cambridge
This fully furnished two-bedroom apartment in Cambridge Highlands provides 1210 square feet of living space for up to four guests, offering in-apartment laundry, a smart TV, and a premium wireless speaker. Residents can enjoy building amenities like a BBQ area, elevator, and swimming pool, with flexible lease options available and full maintenance support.
8.0 1 review
Wellesley, MA
07/20 – 10/27
$653/nighttotal: $64647 (99 )
The Oak House, North • Art Deco • Luxe • Relaxing
1 1
apartment , Boston
This newly renovated 3-bedroom house in Boston offers a private entrance and is located a 5-minute walk to public transportation, restaurants, and shops, with downtown Boston accessible in 20 minutes. This dwelling accommodates up to 8 guests with 2 Queen beds, 4 Twin beds, an air mattress, and a fold-away bed, featuring a fully stocked kitchen, in-unit laundry, fast WiFi, Roku TVs, and access to a serene backyard.
Wellesley, MA
07/20 – 10/27
$202/nighttotal: $19998 (99 )
Apartment ∙ 1 Bedroom ∙ 2 Guests
1 1
apartment , Brookline
This Brookline Village apartment rental is conveniently located less than a mile from the Longwood Medical Area and under two miles from Boston, a 7-minute walk from Coolidge Corner. The second-floor unit features a private deck, a fully equipped eat-in kitchen with granite countertops, a queen-sized bedroom, a living room with a sleeper sofa and 55" TV, in-building laundry, and guest parking (non-business hours); it comfortably sleeps two guests and offers easy access to the D line and multiple bus routes (Walk Score 94).
10 2 reviews
Wellesley, MA
08/25 – 08/27
$3082/nighttotal: $6164 (2 )
Luxury Mansion | Marathon Route | 15 Min To Boston
6 3
apartment , Wellesley
This Wellesley home is a fully restored Victorian house located just 20 minutes from downtown Boston and situated at the halfway point of the Boston Marathon route, making it ideal for runners and those looking to explore the city. The safe and private neighborhood provides a peaceful setting, perfect for relaxing after a day of sightseeing. This spacious house has six bedrooms and four bathrooms, comfortably accommodating up to 14 guests. Enjoy modern amenities like air conditioning, a fully equipped kitchen, and a fitness center, along with charming features like a farmers porch and a spacious backyard with a fire pit.
Wellesley, MA
07/20 – 10/27
$185/nighttotal: $18315 (99 )
Apartment ∙ 2 Guests
1 1
apartment , Brookline
This Back Bay apartment rental in Boston offers easy access to Newbury Street, Copley Square, and the Boston Public Library, placing you in the heart of Boston's cultural district. The first-floor unit features a queen-size bed, a fully equipped kitchen with a Keurig coffee maker, and accommodates two guests, with on-site laundry and pets negotiable.
Wellesley, MA
07/20 – 10/27
$193/nighttotal: $19107 (99 )
Apartment ∙ 1 Bedroom ∙ 4 Guests
1 1
apartment , Brookline
This Brookline Village apartment is a 5-7 minute walk from the Brookline Hills Green Line T stop, providing easy access to Downtown Boston and the Longwood Medical Area, and is also near Jamaica Pond. This one-bedroom rental sleeps four, features on-site laundry and parking, and is furnished with a king-size bed and a sofa bed; nearby amenities include Trader Joe's and Stop & Shop.
10 5 reviews
Wellesley, MA
07/20 – 10/27
$3916/nighttotal: $387684 (99 )
Gorgeous, Peaceful Sanctuary On Lake Minutes From Boston & All Local Colleges.
4 1
apartment , Natick
This waterfront rental is located in Natick, close to the border of Weston and Wayland, making it a convenient base for exploring the surrounding area. It has received excellent user ratings, indicating a high level of satisfaction from previous guests. This spacious home offers four bedrooms and five bathrooms, comfortably accommodating up to eight guests. The property boasts a range of amenities and activities, including a swimming pool, a jacuzzi, a tennis court, a playground, a trampoline, and a private pond with access for swimming, kayaking, and paddle boarding.
8.5 18 reviews
Wellesley, MA
10/14 – 10/17
$455/nighttotal: $1365 (3 )
Stylish Studio In Historic Boston - Unit #404
1 2
studio , Boston
Book this vacation rental with an excellent rating of 85% based on 18 reviews. This accommodation is based in Boston. Facilities and services include a kitchen, an elevator and an iron. This apartment in Boston also has air conditioning!
Wellesley, MA
07/20 – 10/27
$193/nighttotal: $19107 (99 )
Apartment ∙ 1 Bedroom ∙ 4 Guests
1 1
apartment , Brookline
This Brookline Village apartment rental is a five-minute walk from the Green Line T stop, offering easy access to Boston and the Longwood Medical Area, and is also near Jamaica Pond and a short ride from Fenway Park. This one-bedroom unit sleeps four, features an eat-in kitchen with dishwasher, in-unit laundry, air conditioning, and dedicated off-street parking (fee applies).
Search Family-Friendly Vacation Apartments in Wellesley, MA
Getting the vacation apartment right makes all the difference for a family trip to Wellesley, MA, ensuring city attractions are within easy reach for everyone.
9.8 21 reviews
Wellesley, MA
08/25 – 08/27
$520/nighttotal: $1040 (2 )
Modern 3br Boston W/ Parking, Pet Friendly, Near Franklin Park 60/2
3 3
apartment , Boston
This spacious Boston apartment rental is located in Mattapan, offering easy access to major attractions like Fenway Park and Faneuil Hall Marketplace, though precise distances aren't specified. The 1300-square-foot property features three bedrooms, two bathrooms, accommodates up to 15 guests (with extra fees after 6), and includes amenities such as free Wi-Fi, a full kitchen, in-unit laundry, and reserved parking.
Wellesley, MA
07/20 – 10/27
$272/nighttotal: $26928 (99 )
42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests
1 1
apartment , Boston
Book this vacation rental for 2 guests. This accommodation is located in Boston. Services and facilities include a freeze, a fridge and an iron. Take advantage of the Free Parking with this accommodation in Boston!
9.4 799 reviews
Wellesley, MA
08/25 – 08/27
$456/nighttotal: $912 (2 )
The Boston Rental - Multiple Floorplans
3 3
apartment , Boston
This renovated 3-bedroom apartment is located in Lower Allston, just a short distance from Harvard Square, Harvard University, and the Brattle Theatre. The apartment has excellent user, location, and cleanliness ratings, making it a great option for travelers looking for a comfortable and convenient stay in Boston. The apartment features a spacious living area, a fully equipped kitchen, and a relaxing terrace. Guests can enjoy amenities such as air conditioning, free Wi-Fi, and private parking, as well as access to a swimming pool, spa, and garden.
10 22 reviews
Wellesley, MA
08/25 – 08/27
$393/nighttotal: $786 (2 )
Hidden Gem 2 Br/1ba Near Zoo 3 Mil Downtown Fenway
2 3
apartment , Boston
This Roxbury apartment is located 0.9 miles from Boston Medical Center, within 3 miles of Northeastern University and Copley Square, and an 8-10 minute walk from Newmarket and Uphams Corner MBTA stations. This two-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with a refrigerator, microwave, dishwasher, and stovetop, plus free WiFi, a Smart TV, and in-unit laundry.
Best Wellesley, MA apartment rentals with a kitchen
Wellesley, MA
07/20 – 10/27
$423/nighttotal: $41877 (99 )
King Bed 3 Min > Washington Sq 1 Min >T
1 1
apartment , Brookline
This 1-bedroom apartment in Brookline's Aspinwall Hill neighborhood offers convenient access, located a 1-minute walk from the T Station and a 5-minute walk to Washington Square. This pet-friendly rental accommodates up to 3 guests and includes a kitchen with a fridge, microwave, and dishwasher, with free parking available a 5-minute walk away.
9.2 60 reviews
Wellesley, MA
10/14 – 10/17
$271/nighttotal: $813 (3 )
Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking
1 2
apartment , Boston
This one-bedroom apartment is located in a peaceful residential area of Boston, just a short drive from attractions like the Museum of Fine Arts and Fenway Park. Guests consistently rate the apartment excellent for cleanliness and location, making it a comfortable and convenient choice. The 600-square-foot apartment comfortably accommodates two guests and features a fully equipped kitchen, a private entrance, free parking, and a washing machine. Enjoy amenities like free Wi-Fi, air conditioning, and a garden, perfect for relaxing after a day exploring Boston.
8.2 12 reviews
Wellesley, MA
08/25 – 08/27
$262/nighttotal: $524 (2 )
Peaceful 2-bedroom Condo With Ac In Charming Roslindale
2 3
apartment , Boston
This two-bedroom condo in Boston's Roslindale neighborhood offers convenient access to attractions such as Faneuil Hall Marketplace and Fenway Park. This apartment accommodates up to five guests and features a microwave, dishwasher, air conditioning, and parking, with two queen beds and a bidet in the bathroom.
9.6 48 reviews
Wellesley, MA
07/20 – 10/27
$235/nighttotal: $23265 (99 )
Swan Manor Overlooking The Charles River
1 1
apartment , Natick
This Natick apartment rental is conveniently located near the Charles River, a five-minute walk from the Charles River Coffee House, with easy access to walking trails and a community organic farm. This one-bedroom, one-bathroom unit sleeps three guests and features a private entrance, a patio with a fire pit, kayak and canoe access, and a fully equipped kitchen including a refrigerator, freezer, and microwave.
Frequently Asked Questions about apartment rentals in Wellesley, MA
What are the must-see attractions for a 2 days stay in Wellesley, MA?
Wellesley is a charming town, but it's not known for big-name attractions. You could visit the beautiful Wellesley College campus, walk the trails at the Hunnewell Arboretum, or check out the historical exhibits at the Wellesley Free Library. If you want a bit more action, head into Boston, which is just a short train ride away.
Which neighborhoods in Wellesley, MA are best for renting an apartment?
The most popular neighborhoods for rentals are usually around the Wellesley Square area, which has shops, restaurants, and easy access to public transportation. If you want a quieter option, the residential areas near the Arboretum or along the Charles River are nice, but you might need a car to get around.
What are the best apartments with a jacuzzi in Wellesley, MA?
Wellesley is known for its beautiful residential neighborhoods, its excellent schools, and its close proximity to Boston. It's a very safe and family-friendly town, and it's a popular place for people who work in Boston but want a more peaceful suburban lifestyle.
What are the best apartments for families and kids in Wellesley, MA?
Where can you find the best local markets and street food in Wellesley, MA?
Wellesley doesn't really have street food or open-air markets. You can find some local vendors at the Wellesley Farmers Market, which runs on Sundays during the summer. For a wider selection, you'd need to head into Boston.
What are the best pet friendly apartments in Wellesley, MA?
How is the public transportation system in Wellesley, MA?
Wellesley has a good public transportation system, with the MBTA Commuter Rail providing service into Boston. There are also several bus routes that connect different parts of town. However, if you plan on exploring the surrounding areas or relying on public transportation for everything, you might want to consider renting a car.
What are the best apartments with parking in Wellesley, MA?
Which seasonal events or festivals should apartment renters look forward to in Wellesley, MA?
The Wellesley Farmers Market is a popular summer event, and the town also hosts a few festivals throughout the year, like the Wellesley Fall Festival and the Wellesley Holiday Stroll. You can find information about these events on the town's website.
What amenities are typically included in apartments in Wellesley, MA?
Apartments in Wellesley usually include basic amenities like a refrigerator, oven, and stove. Some might have in-unit laundry, but it's not always standard. You'll likely find that most apartments have off-street parking, and some might have community amenities like a fitness center or a pool.
What leisure activities are available for relaxation in Wellesley, MA?
Wellesley has plenty of options for relaxation. You can take a walk or bike ride along the Charles River, enjoy the peaceful atmosphere of the Hunnewell Arboretum, or visit the Wellesley Community Center for fitness classes or other activities. If you want something more active, there are several golf courses and tennis courts in town.
Destinations nearby
Best Wellesley, MA apartment rentals with air conditioning
Wellesley, MA
07/20 – 10/27
$163/nighttotal: $16137 (99 )
Apartment ∙ 2 Guests
1 1
apartment , Brookline
This Brookline studio, located in the Washington Square neighborhood, is a two-minute walk from the Green Line's B, C, and D lines, offering easy access to Longwood Medical Area and Boston University. The renovated unit features a queen-size Murphy bed, granite kitchenette, central A/C and heating, an outdoor patio, and on-site parking (additional cost) for a comfortable stay for two guests.
9.7 28 reviews
Wellesley, MA
08/25 – 08/27
$380/nighttotal: $760 (2 )
Remodeled Townhouse In Watertown
2 3
apartment , Watertown Town
This Watertown Town apartment rental is conveniently located near the Charles River, offering easy access to Harvard University, MIT, and Boston's downtown via public transportation. The two-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with dishwasher, in-unit laundry, a smart TV, and a private garden, plus parking; Arsenal Mall is nearby for shopping and dining.
9.2 191 reviews
Wellesley, MA
08/25 – 08/27
$340/nighttotal: $680 (2 )
3br W Parking - 15m Drive To Cambridge/boston
1 3
apartment , Watertown Town
This 3-bedroom Watertown apartment is located in a quiet neighborhood, just a short walk from Watertown Square and Arsenal Mall, two blocks from the Charles River, and a 10-minute drive from Cambridge and a 15-minute drive from Boston. This apartment has excellent user, location, and cleanliness ratings. The apartment features two queen bedrooms and two single beds, comfortably accommodating six guests. It offers modern amenities like a stainless steel stove and fridge, quiet AC units in every room, a big screen TV in the living room, private parking, and laundry facilities in the basement.
9.4 153 reviews
Wellesley, MA
10/14 – 10/17
$276/nighttotal: $828 (3 )
Modern 2 Bedroom With Parking
1 2
apartment , Waltham
This Waltham apartment rental is conveniently located near Boston and major highways, providing easy access to downtown Waltham and the Charles River Reservation. The two-bedroom, one-bathroom unit sleeps four guests and features free on-site parking, two TVs (55" and 40"), strong WiFi, a full kitchen with fridge, freezer, and microwave, and smart keypad entry.
Compare Pet-Friendly Apartments in Wellesley, MA
No need to leave your dog behind; each vacation apartment in Wellesley, MA on this list offers nearby dog parks and city walks.
9.0 2 reviews
Wellesley, MA
08/25 – 08/27
$371/nighttotal: $742 (2 )
2bed, 15bath, Multi-level Townhouse, Sleeps 6
2 3
apartment , Cambridge
This Cambridge apartment rental, conveniently located near Central Square and Inman Square, offers easy access to public transportation and attractions like the MIT and Harvard University, both within a short distance. This 900-square-foot, one-bedroom, one-bathroom unit sleeps up to 10 guests and features a fully equipped kitchen, Wi-Fi, air conditioning, and a private spa; no bachelor/bachelorette parties are permitted.
10 8 reviews
Wellesley, MA
08/25 – 08/27
$453/nighttotal: $906 (2 )
Cozy Boston Homestead : Sleeps 8, Pet Friendly
3 3
apartment , Framingham
This Framingham vacation rental is conveniently located within a 15-minute walk of Framingham City Hall, the Danforth Museum of Art, and Learned Beach, offering easy access to public transportation and local attractions. This 1990-square-foot house features four bedrooms, three bathrooms, and accommodates up to eight guests, boasting a fully equipped kitchen, private balcony, free Wi-Fi, and parking.
Wellesley, MA
07/20 – 10/27
$209/nighttotal: $20691 (99 )
65 M² Apartment ∙ 1 Bedroom ∙ 4 Guests
1 1
apartment , Boston
Apartment rental for up to 4 guests. Your accommodation will be located in Boston. Services and facilities include a freeze, a dish washer and a washing machine.
9.8 22 reviews
Wellesley, MA
10/14 – 10/17
$331/nighttotal: $993 (3 )
Newly Renovated Beautiful 3-bed 2-bath Home With Easy Airport Access
3 2
apartment , Framingham
This Framingham vacation home is conveniently located near Cochituate State Park and Shoppers World, a five-minute drive away. This three-bedroom, two-bathroom house sleeps seven guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, and a private garden with outdoor seating, perfect for families visiting Framingham.